Jump to content

Edoxudine: Difference between revisions

From Wikipedia, the free encyclopedia
Content deleted Content added
CheMoBot (talk | contribs)
Updating {{drugbox}} (changes to verified and watched fields - updated 'ChEMBL_Ref') per Chem/Drugbox validation (report errors or bugs)
auto mw, rm usual sock (RS fail)
 
(11 intermediate revisions by 8 users not shown)
Line 1: Line 1:
{{Short description|Chemical compound}}
{{Drugbox
{{Drugbox
| Verifiedfields = changed
| Verifiedfields = changed
Line 16: Line 17:
| legal_UK = <!-- GSL, P, POM, CD, or Class A, B, C -->
| legal_UK = <!-- GSL, P, POM, CD, or Class A, B, C -->
| legal_US = <!-- OTC / Rx-only / Schedule I, II, III, IV, V -->
| legal_US = <!-- OTC / Rx-only / Schedule I, II, III, IV, V -->
| legal_status =
| legal_status = Rx-only
| routes_of_administration =
| routes_of_administration =


Line 42: Line 43:
| ChemSpiderID = 59752
| ChemSpiderID = 59752
| smiles = O=C/1NC(=O)N(\C=C\1CC)[C@@H]2O[C@@H]([C@@H](O)C2)CO
| smiles = O=C/1NC(=O)N(\C=C\1CC)[C@@H]2O[C@@H]([C@@H](O)C2)CO
| InChI = 1/C11H16N2O5/c1-2-6-4-13(11(17)12-10(6)16)9-3-7(15)8(5-14)18-9/h4,7-9,14-15H,2-3,5H2,1H3,(H,12,16,17)/t7-,8+,9+/m0/s1
| InChIKey = XACKNLSZYYIACO-DJLDLDEBBB
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 1S/C11H16N2O5/c1-2-6-4-13(11(17)12-10(6)16)9-3-7(15)8(5-14)18-9/h4,7-9,14-15H,2-3,5H2,1H3,(H,12,16,17)/t7-,8+,9+/m0/s1
| StdInChI = 1S/C11H16N2O5/c1-2-6-4-13(11(17)12-10(6)16)9-3-7(15)8(5-14)18-9/h4,7-9,14-15H,2-3,5H2,1H3,(H,12,16,17)/t7-,8+,9+/m0/s1
Line 51: Line 50:
<!--Chemical data-->
<!--Chemical data-->
| C = 11 | H = 16 | N = 2 | O = 5
| C = 11 | H = 16 | N = 2 | O = 5
| molecular_weight = 256.25514
}}
}}
'''Edoxudine''' (or '''edoxudin''') is an [[Antiviral drug]]. It is an analog of [[thymidine]], a [[nucleoside]].
'''Edoxudine''' (or '''edoxudin''') is an [[antiviral drug]]. It is an analog of [[thymidine]], a [[nucleoside]].


It has shown effectiveness against [[herpes simplex virus]].<ref>{{cite journal | pmid = 14743269 | volume=34 | issue=12 | title=Topical antiviral agents for herpes simplex virus infections |date=December 1998 | journal=Drugs Today | pages=1013–25}}</ref>
It has shown effectiveness against [[herpes simplex virus]].<ref>{{cite journal | vauthors = Hamuy R, Berman B | title = Topical antiviral agents for herpes simplex virus infections | journal = Drugs of Today | volume = 34 | issue = 12 | pages = 1013–1025 | date = December 1998 | pmid = 14743269 | doi = 10.1358/dot.1998.34.12.487486 }}</ref>


==Synthesis==
== References ==
[[File:Edoxudine synthesis.png|500px]]

{{Cite journal|doi=10.1021/ja00422a056|pmid=1249369|title=Synthesis of C-5 substituted pyrimidine nucleosides via organopalladium intermediates|year=1976|last1=Bergstrom|first1=Donald E.|last2=Ruth|first2=Jerry L.|journal=Journal of the American Chemical Society|volume=98|issue=6|pages=1587–9}}

==References==
{{reflist}}
{{reflist}}


Line 69: Line 62:


[[Category:Pyrimidinediones]]
[[Category:Pyrimidinediones]]



{{antiinfective-drug-stub}}
{{antiinfective-drug-stub}}

Latest revision as of 04:45, 25 March 2024

Edoxudine
Clinical data
ATC code
Legal status
Legal status
  • In general: ℞ (Prescription only)
Identifiers
  • 5-ethyl-1-[4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.035.645 Edit this at Wikidata
Chemical and physical data
FormulaC11H16N2O5
Molar mass256.258 g·mol−1
3D model (JSmol)
  • O=C/1NC(=O)N(\C=C\1CC)[C@@H]2O[C@@H]([C@@H](O)C2)CO
  • InChI=1S/C11H16N2O5/c1-2-6-4-13(11(17)12-10(6)16)9-3-7(15)8(5-14)18-9/h4,7-9,14-15H,2-3,5H2,1H3,(H,12,16,17)/t7-,8+,9+/m0/s1 ☒N
  • Key:XACKNLSZYYIACO-DJLDLDEBSA-N ☒N
 ☒NcheckY (what is this?)  (verify)

Edoxudine (or edoxudin) is an antiviral drug. It is an analog of thymidine, a nucleoside.

It has shown effectiveness against herpes simplex virus.[1]

References

[edit]
  1. ^ Hamuy R, Berman B (December 1998). "Topical antiviral agents for herpes simplex virus infections". Drugs of Today. 34 (12): 1013–1025. doi:10.1358/dot.1998.34.12.487486. PMID 14743269.